4-氨基-6-氟喹啉 | 791626-57-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-氨基-6-氟喹啉
• 中文别名: 2-氨基-6-氟喹唑啉
• 英文名称: 6-fluoroquinolin-2-amine
• 英文别名: 6-fluoro-quinolin-3-ylamine
• CAS: 791626-57-8
• 化学式: C₉H₇FN₂
• 分子量: 162.166
• InChiKey: DSROYDXRWJWKRT-UHFFFAOYSA-N

物化性质

• 熔点：
  141-148 °C
• 沸点：
  308.6±22.0 °C(Predicted)
• 密度：
  1.315±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-aza-bicyclo[3.2.2]non-3-yl)-benzoic acid ethyl ester 、 4-氨基-6-氟喹啉 在 三甲基铝 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 16.25h， 以28%的产率得到4-(3-aza-bicyclo[3.2.2]non-3-yl)-N-(6-fluoro-quinolin-3-yl)-benzamide
  参考文献：
  名称：

  [EN] QUINOLINE-DERIVED AMIDE MODULATORS OF VANILLOID VR1 RECEPTOR
  [FR] AMIDES DERIVES QUINOLINIQUES MODULANT LE RECEPTEUR VR1 VANILLOIDE

  摘要：

  公开号：

  WO2004069792A3
• 作为产物：
  描述：

  4-氟-2-甲基苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碳酸氢钠 、 一水合肼 、 三乙胺 、 copper dichloride 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 4-氨基-6-氟喹啉
  参考文献：
  名称：

  Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF₂COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1H)-ones

  摘要：

  DOI：

  10.1021/acs.orglett.1c01484

文献信息

• One-pot synthesis of 2-aminoquinoline-based alkaloids from acetonitrile
  作者：Takashi Tomioka、Yusuke Takahashi、Toshihide Maejima

  DOI：10.1039/c2ob25709b

  日期：——

  α-Diaminoboryl carbanions, readily prepared from acetonitrile, stereoselectively convert 2-nitrobenzaldehydes into nitrophenyl (Z)-acrylonitriles. Subsequent reductive cyclization leads to a series of 2-aminoquinoline derivatives. The entire procedure is practically operated in a single flask.

  α-二氨基硼基碳负离子可以通过简便的方法从乙腈中制备，具有立体选择性地将2-硝基苯甲醛转化为硝基苯（Z）-丙烯腈。随后进行还原环化反应，得到一系列2-氨基喹啉衍生物。整个过程几乎可以在一个烧瓶中完成。
• Halogenated aminoquinolines and methods for forming DNA triplexes
  申请人：Gold I. Barry

  公开号：US20060281907A1

  公开（公告）日：2006-12-14

  Novel synthetic monomers that have the capacity to be assembled into defined oligomers which bind with sequence specificity to duplex Watson-Crick DNA via a triple helix motif are provided.

  提供了具有能够组装成定义寡聚体的新型合成单体，这些寡聚体通过三重螺旋模式与序列特异性结合双链Watson-Crick DNA。
• GENDER-SPECIFIC SEPARATION OF SPERM CELLS AND EMBRYOS
  申请人：Didion Bradley

  公开号：US20100311059A1

  公开（公告）日：2010-12-09

  Disclosed are sperm cells or embryos comprising a labeled oligonucleotide bound to a gender-specific repeat sequence. Methods for separating sperm cells or embryos containing a labeled oligonucleotide from sperm cells not containing the labeled oligonucleotide produce gender-enriched sperm cell fractions. The separated fractions are useful in producing offspring of a predetermined sex.

  本发明涉及一种含有标记寡核苷酸结合到性别特异性重复序列的精子细胞或胚胎。从不含有标记寡核苷酸的精子细胞中分离出含有标记寡核苷酸的精子细胞或胚胎的方法可以产生性别富集的精子细胞分数。分离的分数对于生产预定性别的后代是有用的。
• Identification and Specificity Studies of Small-Molecule Ligands for SH3 Protein Domains
  作者：Steven R. Inglis、Cvetan Stojkoski、Kim M. Branson、Jacquie F. Cawthray、Daniel Fritz、Emma Wiadrowski、Simon M. Pyke、Grant W. Booker

  DOI：10.1021/jm049533z

  日期：2004.10.1

  The Src Homology 3 (SH3) domains are small protein-protein interaction domains that bind proline-rich sequences and mediate a wide range of cell-signaling and other important biological processes. Since deregulated signaling pathways form the basis of many human diseases, the SH3 domains have been attractive targets for novel therapeutics. High-affinity ligands for SH3 domains have been designed; however, these have all been peptide-based and no examples of entirely nonpeptide SH3 ligands have previously been reported. Using the mouse Tec Kinase SH3 domain as a model system for structure-based ligand design, we have identified several simple heterocyclic compounds that selectively bind to the Tec SH3 domain. Using a combination of nuclear magnetic resonance chemical shift perturbation, structure-activity relationships, and site-directed mutagenesis, the binding of these compounds at the proline-rich peptide-binding site has been characterized. The most potent of these, 2-aminoquinoline, bound with K-d = 125 muM and was able to compete for binding with a proline-rich peptide. Synthesis of 6-substitued-2-aminoquinolines resulted in ligands with up to 6-fold improved affinity over 2-aminoquinoline and enhanced specificity for the Tec SH3 domain. Therefore, 2-aminoquinolines may potentially be useful for the development of high affinity small molecule ligands for SH3 domains.
• US7449571B2
  申请人：——

  公开号：US7449571B2

  公开（公告）日：2008-11-11